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$5,900,000
5 Beds 8 Baths 392653 MLS
Experience timeless luxury in this stunning estate in Bobbin Trace. Perfectly situated on 3.8 private acres, this 8,831 sq ft home features 5 bedrooms, 5 full and 3 half baths, and every amenity imaginable. Inside, soaring ceilings, intricate millwork, and Cantera wrought-iron doors set a grand tone. The chef’s kitchen boasts marble countertops, custom cabinetry, and a La Cornue range, while the spacious primary suite offers a fireplace, spa-style bath, and dual closets. Designed for entertaining with formal dining, wine cellar, 21x6 bar, and mahogany theater/game room. The 2,000 sq ft guest house includes a gym, kitchen, and private suite—ideal for guests or extended family. Outdoors, enjoy a resort-style terrace with pool, summer kitchen, firepit, tennis court, and pavilion with vaulted beams overlooking a peaceful stream. Every detail reflects impeccable quality and craftsmanship—this is luxury living at its finest.

3891 Windbrook Court, Tallahassee

$4,750,000
6 Beds 6 Baths 403046 MLS
Tucked behind mature trees on nearly 10 private acres in the heart of Tallahassee lies one of the city's most extraordinary and closely held estates. A true generational opportunity, this remarkable property has been owned by only three families since the early 1940s and represents a level of privacy, acreage, and location that is virtually impossible to replicate. Perfectly positioned just moments from Midtown, Downtown, premier shopping, dining, the area's leading hospitals, and Florida's Capitol, this hidden sanctuary offers an unmatched lifestyle where peaceful estate living and urban convenience exist in perfect harmony. The beautifully appointed residence features six spacious bedrooms, five full bathrooms and half bath, dedicated office space, an inviting sunroom, and thoughtfully designed living areas that seamlessly connect to the surrounding landscape. Every room is designed to embrace natural light and showcase breathtaking views of the property's meticulously maintained grounds. Beyond the home, the estate unfolds into an exceptional outdoor retreat. Enjoy a resort-style swimming pool, your own private putting green complete with fairway, expansive lawns beneath towering canopy oaks, and a detached boat garage with abundant space for recreational vehicles, hobbies, or additional storage. The nearly 10-acre setting offers endless opportunities for entertaining, recreation, and creating memories for generations to come. Properties of this caliber rarely become available. Combining extraordinary acreage, unmatched privacy, timeless character, and one of Tallahassee's most coveted locations, this is more than a home, it is a legacy estate unlike anything else currently offered in Leon County.

1410 Betton Road, Tallahassee

$3,700,000
9 Beds 8 Baths 401304 MLS
OWNER FINANCING AVAILABLE!! Over $400,000 in annual rental income and completely reimagined in 2021, this exceptional Gulf-front retreat on St. George Island offers the rare combination of luxury, investment performance, and unforgettable coastal living. Renovated from top to bottom, every detail was thoughtfully designed to maximize comfort, style, and the breathtaking views of the Gulf. Walls of windows fill the home with natural light and frame stunning panoramic water views from nearly every room. The spacious open-concept living areas are ideal for entertaining large groups, while the beautifully updated kitchen features premium finishes, expansive prep space, and seating designed to bring everyone together after a day at the beach. Step outside to experience one of the property’s most impressive features a sprawling network of decks, pool, and outdoor living spaces overlooking sugar-white sand beaches and emerald waters. Whether enjoying morning coffee at sunrise, relaxing in the private pool, or hosting sunset gatherings with the sound of the waves as your backdrop, this home was built to embrace the coastal lifestyle. Offering multiple gathering spaces, generous bedroom accommodations, and direct beach access, multiple game rooms, this extraordinary property is equally suited as a luxury vacation home, family retreat, or premier income-producing investment. With a proven rental history exceeding $400,000 annually, this is a rare opportunity to own one of St. George Island’s most desirable Gulf-front properties.

956 W Gorrie Drive, St George Islan

$3,495,000
5 Beds 4 Baths 405232 MLS
"Ultimate Dream". Upscale Gulf-Front home with Private Pool on St George Island’s pristine East End. The gated brick driveway opens to a world of elegant coastal ambience graced with glorious sunrises and starlit skies. Strategically designed for multi-generational living, the 3 BR, 2 BA main home and 2 BR, 2 BA guest quarters connect via a convenient breezeway. The pentagonal shaped pool is surrounded by brick paved decking and expansive entertaining areas. Step inside the main home to a dramatic two-story atrium/living area suffused with natural light and featuring a coquina wall with gas fireplace. The 2nd floor master suite with private beachfront deck tastefully melds modern with intimate, merging the majesty of the ocean with interior tranquility. The guest quarters breezeway is accessed from the main home or exterior stairs. 2 BRs/2 BAs. Master suite plus bunk room with 4 full-sized built-in beds. A modern living area with kitchenette opens to a screened Gulf view/pool view deck. Full house surround sound. 3-stop elevator. Monitored security system, 2 Rinnai water heaters. Square footage and room dimensions approximate, to be verified by buyer.

1148 E Gulf Beach Drive, St George Islan

$2,999,950
6 Beds 8 Baths 405086 MLS
A grand European-inspired Transitional estate, blending timesless architectural elegance, dramatic stone accents, and sophisticated modern luxury by Word Homes. Introducing the 'DavidLaSher' luxury estate. This like new home is designed for buyers seeking a truly custom residence without compromise and one of its kind in Tallahassee. This extraordinary home offers approximately 6,263 square feet of heated and cooled living space and showcases the elevated craftsmanship, architectural detail, and luxury finishes that have become synonymous with the Word Homes brand. Designed for both everyday living and grand-scale entertaining, this spectacular floor plan features multiple soaring 22 ft, two-story ceilings, dramatic architectural spaces, multiple entertainment areas, a gourmet chef's kitchen with oversized gathering islands, luxurious owner's retreat, two private offices, club lounge/media room, gym room, multiple flex rooms including lofts, designed to accommodate today's luxury living lifestyle. This home can transition up to 7 bedrooms if needed. The spa-inspired primary suite serves as a private sanctuary featuring a stunning two-story shower, oversized soaking tub for two size adults, his and hers personal water closets, designer finishes, and boutique-style walk-in closets. Throughout the home, buyers will experience custom millwork, premium cabinetry, luxury hard wood and travertine flooring, designer lighting, high-end appliances, whole house generators, and more! Outdoor living is equally impressive with proposed resort-style amenities that includes a heated custom pool and spa, outdoor kitchen, covered entertainment spaces, balconies, and expansive outdoor gathering areas designed to maximize indoor-outdoor living. Whether you are seeking a luxury family estate, executive retreat, multi-generational residence, or custom dream home, this home has it all.

8013 Oak Grove Plantation Road, Tallahassee

$2,735,850
7 Beds 7 Baths 398839 MLS
Welcome to a rare opportunity to own a true estate property where space, craftsmanship, and privacy come together on 70 beautiful acres. Only 15 minutes to Whole foods & trader Joe's This impressive 7-bedroom, 5 full bath, 2 half bath two-story home offers a thoughtfully designed layout ideal for both everyday living and entertaining on a grand scale. Upstairs features 4 bedrooms and 2 full baths, while the downstairs includes 2 bedrooms, 2.5 baths, a formal dining room, and a cozy private study—perfect for working from home or quiet retreat. At the heart of the home, a massive kitchen opens seamlessly into the living room, creating an inviting open floor plan that flows effortlessly to the outdoor living space. Step outside to your outdoor kitchen overlooking a stunning paver pool deck, hot tub, and resort-style setting built for gatherings and relaxation. Just steps away, the pool house offers even more flexibility with a loft and full bath upstairs. Downstairs, you’ll find remarkable character and craftsmanship featuring herringbone brick floors, pecky cypress ceilings, a custom bar area with half bath, and a discreet hidden gun room that adds a unique touch to this one-of-a-kind property. Whether you’re hosting guests, enjoying peaceful country living, or looking for a multi-functional estate with room to roam, this property delivers unmatched charm, privacy, and versatility. A property like this is more than a home—it’s a lifestyle. NEW 2025 Roof/HVAC

305 old lloyd Road, Monticello

$2,650,000
5 Beds 6 Baths 404129 MLS
Remarkable in-town oasis on over 2 landscaped acres designed for family and entertaining! The 5-bedroom, 5.5-bath sophisticated, smart-home features the primary suite and a guest bedroom on the first floor, with two additional bedrooms, full bath, and lounge upstairs. The lower level is designed for ultimate entertainment, featuring a dedicated home theater. Additional amenities include a customized golf simulator, billiards and poker table areas with a wet bar and wine cellar. The 48’ x 25’ covered outdoor kitchen and living area with retractable screens hosts six different cooking stations from grills to warming drawers.  The outdoor entertaining area includes a concrete pool and spa with water features, antimicrobial artificial turf, brick outdoor fireplace and lighted oyster-shell bocce court. An air-conditioned workshop provides additional utility. This home offers an extraordinarily rare combination of luxury, space and convenience perfect for those looking to entertain or privately enjoy their own sanctuary.

403 Plantation Road, Tallahassee

$2,600,000
3 Beds 2 Baths 399945 MLS
Welcome to 293 Humming Bird Lane, an extraordinary private estate nestled just off Rock Hill in the heart of Florida’s natural beauty. Spanning 48 pristine acres, this property offers a rare blend of comfort, craftsmanship, and outdoor adventure — the perfect retreat for nature lovers, hunters, or anyone seeking a serene homestead with boundless potential.At the center of the property sits two custom- built homes, each offering its own unique character. The main residence, a 3-bedroom, 2-bathroom custom home built by the owner, showcases timeless craftsmanship and artistry throughout. Constructed using virgin timber harvested directly from the property, this home is a true testament to sustainable, handcrafted design. The cedar, oak, and pecan interior finishes create a warm, rustic elegance enhanced by custom wood trim, recessed lighting, and original architectural details.The heart of the home features a wide-open kitchen that flows seamlessly into the dining area — perfect for gatherings and entertaining. A dedicated home office space offers flexibility for remote work or creative pursuits. The primary suite is a private sanctuary with a large walk-in closet and an ensuite bathroom featuring a jetted soaking tub and stand-up shower. Cozy evenings are spent around the wood stove, adding both charm and comfort to the living space. Designed with expansion in mind, this home provides numerous opportunities for future customization or additions.The second residence is a 3-bedroom, 2-bath converted mobile home, thoughtfully expanded to provide additional square footage and functionality. It’s ideal as a guesthouse, caretaker’s quarters, or extended family lodging.Outdoors, the land itself is a true natural wonder. The 48-acre parcel includes multiple spring heads that run year-round, offering opportunities to develop private fishing ponds or additional water features. The property is also known for its prime hunting grounds and has been selectively managed for timber harvesting, offering both recreation and income potential. A 130-foot-deep well taps into a flowing underground river, supplying an abundant natural water source across the property. There is an adjacent 2 acre parcel available with this purchase, offering a total of 50 acres. A cleared path system allows easy access by tractor or utility vehicles, making it simple to explore every corner of the acreage. Whether you envision expanding the existing homes, building a family compound, or simply enjoying the peaceful landscape as-is, this property provides endless possibilities for future development.293 Hummingbird Lane is more than just a residence — it’s a legacy property, combining old-world craftsmanship, self-sustainability, and the tranquility of Florida’s unspoiled wilderness.(All Dimensions are approximate and must be verified by a buyer)(One or more listing photos have been virtually edited).

293 hummingbird Lane, Defuniak Springs

$2,500,000
3 Beds 3 Baths 403720 MLS
Over 400 ft of waterfront, new 10x20 aluminum floating dock, 20x50 Boat house with boat lift, boat ramp and a 3 bedroom 2 1/2 baths with new paint, floors, appliances, and completely furnished and every room has a 360 view. It is like being on a cruise ship but with no waves and you can sleep in your own bed. It has an open deck for sunning and a deck with roof, mezzanine and storage room, CUSTOM BUILT IN 2006 and updated in 2025 and 2026. The awesome view as you walk in front door is all glass and water. There is two lots so you could build another home Enjoy the privacy and open night skies for star gazing, beautiful sunsets and sunrises, minutes from fishing, crabbing, sunbathing, skiing, wind surfing, sailboating, hunting,etc. Also a great golf cart community.

1649 SHELL POINT Road, Crawfordville

$2,150,000
6 Beds 7 Baths 401487 MLS
Welcome to the exceptional coastal retreat located in the highly sought-after gated community of Villas of Frangista in Miramar Beach. This spacious 6-bedroom, 6.5-bathroom home offers the perfect combination of luxury, comfort, and investment potential, comfortably accommodating up to 24 guests. Designed for large families and group gatherings, the home features an open-concept floor plan with soaring ceilings, abundant natural light, hardwood flooring, and stylish coastal finishes throughout. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, and ample space for entertaining, while multiple living areas provide room for everyone to relax and unwind. Step outside to your private backyard oasis featuring a sparkling swimming pool, ideal for enjoying Florida’s sunshine after a day at the beach. Just a short walk away, residents and guests enjoy easy access to the sugar-white sands and emerald waters that make the Emerald Coast famous. The thoughtfully designed sleeping arrangements include multiple king suites, spacious bunk rooms, and sleeper sofas, making this property perfectly suited for vacation rentals, family reunions, and large group getaways. Nestled within the charming Villas of Frangista community, residents enjoy a peaceful atmosphere while remaining close to everything Miramar Beach has to offer. The home is conveniently located near Silver Sands Premium Outlets, Grand Boulevard, Destin Commons, popular beachfront dining destinations, and the renowned Dolphin Reef snorkeling area. Whether you’re searching for a luxurious second home, a turnkey vacation rental, or an income-producing investment property, this impressive beach retreat offers an outstanding opportunity in one of the Emerald Coast’s most desirable locations.

247 Lakeland Drive, Destin

$1,950,000
6 Beds 7 Baths 398259 MLS
Welcome to a rare opportunity to own a true estate property where space, craftsmanship, and privacy come together on 18 beautiful acres. This impressive 7-bedroom, 5 full bath, 2 half bath two-story home offers a thoughtfully designed layout ideal for both everyday living and entertaining on a grand scale. Upstairs features 4 bedrooms and 2 full baths, while the downstairs includes 2 bedrooms, 2.5 baths, a formal dining room, and a cozy private study—perfect for working from home or quiet retreat. At the heart of the home, a massive kitchen opens seamlessly into the living room, creating an inviting open floor plan that flows effortlessly to the outdoor living space. Step outside to your outdoor kitchen overlooking a stunning paver pool deck, hot tub, and resort-style setting built for gatherings and relaxation. Just steps away, the pool house offers even more flexibility with a loft and full bath upstairs. Downstairs, you’ll find remarkable character and craftsmanship featuring herringbone brick floors, pecky cypress ceilings, a custom bar area with half bath, and a discreet hidden gun room that adds a unique touch to this one-of-a-kind property. Whether you’re hosting guests, enjoying peaceful country living, or looking for a multi-functional estate with room to roam, this property delivers unmatched charm, privacy, and versatility. A property like this is more than a home—it’s a lifestyle. NEW 2025 Roof/HVAC

305 Old Lloyd Road, Monticello

$1,899,000
5 Beds 6 Baths 402491 MLS
Welcome to 8017 Oak Grove Plantation Road! Located in one of Northeast Tallahassee’s most sought after neighborhoods, this Stunning Mediterranean/Spanish style Estate combines Upscale Finishes with a Modern Ease of Living. With no Details spared the property boasts 5 bedrooms and 4 Full Baths, an additional 2 half baths for guests, Energy and Green Home Certifications, 21+ foot ceilings, A Fully Screened and Sparkling Saltwater Pool, In-home Theater with Stadium Seating and Surround Sound, Gorgeous Millwork, Custom Cabinetry and Crown Moulding throughout, A Large Rec Room with full Wet Bar, Reme Halo Whole Home Purifiers, Granite Counters and Energy Efficient Stainless Appliances in the Kitchen, A large Walk in Pantry, Custom Wrought Iron Scrollwork Balustrades, Upstairs and Downstairs Gathering and Study Spaces, A Mudroom, Walk-in Attic, Tons of Storage throughout, Efficient Solar Panels, Gleaming Travertine Floors with Inlays, a 3 Car Garage plus Carport, A First Floor Primary Suite and Guest Room, and 2 pristine private acres to Entertain and Relax! Conveniently Located Just Minutes from both the Bannerman Crossing and Market Square Corridors and Zoned for Top Tier Schools this one is a Must See!

8017 Oak Grove Plantation Road, Tallahassee

$1,895,000
4 Beds 4 Baths 404514 MLS
Experience luxury lakefront living in prestigious gated Rosehill, where timeless craftsmanship, elegant finishes, and exceptional indoor-outdoor living come together on 2.34 acres. This impressive 4 bedroom residence features primarily single-story living with an additional finished lower level, and showcases marble, mahogany, and oak flooring, substantial custom molding, an elevator, and refined architectural details throughout. The formal living room features a coffered ceiling, while the dining room is highlighted by a Waterford chandelier, and the office offers custom wainscoting and built-in bookshelves. The spacious primary suite is appointed with mahogany flooring, 2 walk-in closets, detailed ceiling molding and medallion, a striking stained-glass accent, and a bathroom with jetted tub and steam shower. The well-appointed kitchen features top-of-the-line appliances, wood cabinetry, and a breakfast area opening to the inviting family room, where a vintage oak fireplace, custom wet bar with ice maker and wine cooler create a warm gathering space. 2 additional bedrooms share a Jack-and-Jill bath, while 1 bedroom features a private ensuite bath. The wood-paneled elevator provides convenient access to the finished lower level with 2-car garage, conditioned storage, and a summer/catering kitchen. Outdoor living is equally impressive with an upper patio featuring a gas fireplace, a second covered patio off the catering kitchen, flowing brick staircases, a gazebo, brick patio, cutting garden, and beautifully designed spaces for entertaining, all complemented by the serenity of the lakefront setting.

307 E ROSEHILL Drive, Tallahassee

$1,849,000
7 Beds 6 Baths 400983 MLS
A rare opportunity to own nearly 7,000 square feet of luxury with lake frontage, signature 18th-hole golf course frontage, and a private pool and jacuzzi in one of Tallahassee’s most coveted gated communities. Tucked away at the end of a long, private driveway, this custom brick home was designed for both elegant living and effortless entertaining. Nearly every room captures picturesque views of the water, and unforgettable sunrises. From the moment you step through the front door, you're immediately greeted by soaring ceilings, a grand staircase, and an abundance of natural light. Expansive floor to ceiling windows and an open design draw your eyes beyond the living spaces to panoramic views of the lake. The chef’s kitchen features two dishwashers, Viking appliances, abundant cabinetry, and an oversized eat-in island that serves as the heart of the home. The adjoining entertainment room showcases a custom 12-foot bar, creating the perfect setting for game days, holiday gatherings, and memorable celebrations. The flexible floor plan offers 7 bedrooms, 5.5 baths, multiple living areas, a private gym, potential in-law suite, and both upstairs and downstairs laundry rooms providing exceptional versatility for large families, guests, and multigeneration living. Vaulted ceiling carry throughout nearly every room, including the oversized 3 car garage. Step outside to your private backyard retreat where a pool and jacuzzi overlook the lake and golf course. Whether enjoying a quiet morning on the porch swing lakeside, entertaining poolside, or unwinding as golfers finish their round on the signature 18th hole, this exceptional property offers a rare blend of privacy, location, and beauty. As a special bonus, enjoy a front row seat to Golden Eagle's annual fireworks display, launched from the 18th hole and visible right from the backyard. The lake becomes an extension of your backyard where you can fish from the shoreline, kayak across the lake as sun sets over the fairway, or simply relax watching ever-changing views of the water and surrounding wildlife. From unforgettable gatherings to peaceful mornings by the lake, this home offers more than luxury, it offers a lifestyle you’ll never want to leave. Owner is a licensed Florida real estate agent.

8503 Congressional Drive, Tallahassee

$1,750,000
4 Beds 5 Baths 402734 MLS
This is truly a once in a generation opportunity. Tucked behind a canopy of towering pines and hidden from the road entirely, this 100+ acre private estate was designed and hand-built as the personal residence of a respected local architect and builder. This is a family compound where every structural and design decision was made with great care and intention. The result is a rare combination you almost never find together: architectural sophistication, serious craftsmanship, and meticulously maintained acreage privacy... all 30 minutes from Florida's Capital City! This is a fully realized family compound. Custom built main residence (2022), pool house, workshop, barn, office, a chicken coup worthy of its own zip code (named Coup a Cabana), and another residence that can be used for property staff... all perfectly situated on premium land with enough room to hunt, ride, farm, build, or simply spend countless hours with your loved ones. The Main Residence: Over 4,000 Sq Ft of Custom Craftsmanship From the moment the drive opens up through the trees, the home announces itself: a soaring, gabled Craftsman-style farmhouse wrapped almost entirely by a covered porch. Stone-clad columns and a standing-seam metal roof give the exterior the luxurious, yet rustic feel perfectly fit for the land it stands upon. As you walk through the front door, you are greeted by the magnificent floor-to-ceiling stacked stone fireplace beneath soaring vaulted ceilings crossed with exposed timber trusses... a true post-and-beam joinery, creating a relaxed, vacation-like feel. Rich hardwood floors run throughout, and the open, light-filled layout flows effortlessly from the living area into a chef's kitchen with dual wall ovens, stone counters, and a large center island, and on into a dining room substantial enough to seat a dozen guests comfortably beneath a coffered ceiling. This is a home engineered as much as it is designed. A reinforced south-facing wall was built to withstand hurricane-force winds... a detail only an architect who understood exactly what he wanted his own family protected from would think to include. The finished walk out basement (1,000+ sq feet) adds significant additional living space, and is ideal for a media room, home gym, or additional guest quarters. A resort-style pool and detached pool house (roughly 2000 sq ft and move in ready, not included in the home's square footage, ) offer a turnkey in-law suite or guest cottage, complete with a kitchenette and a full, handicap-accessible bathroom. The property is a true working compound: an outdoor cooking pavilion (cook shack), a massive workshop built for both woodworking and metalworking, a large barn, a standalone office building, and a second detached residence near the front of the property... an ideal residence for a caretaker or property manager. 100+ acres of privacy, infrastructure, and craftsmanship in one legacy offering. Properties like this simply do not make themselves available. This is a generational opportunity to write your own chapter in the legacy of this magnificent estate.

2445 Hardaway Rd II, Chattahoochee

$1,749,000
4 Beds 5 Baths 398602 MLS
Welcome to 311 Trails End Way, the crown jewel of SummerCamp Beach in St. Teresa, Florida. Set on an extraordinary 1.27-acre Gulf-front homesite with 137 feet of prime white sandy beach frontage, this newly constructed coastal retreat offers a rare combination of luxury, privacy, craftsmanship, and timeless Old Florida character. Designed as an homage to the classic Florida coastal cottages, this exceptional residence lives like a modern masterpiece. Spanning approximately 2,500 square feet, the home features 4 bedrooms, 4 full bathrooms, and 1 half bath, with panoramic Gulf views from every bedroom and every main living space. With no neighboring home and permanently conserved land to the east, the property enjoys forever-protected views, unmatched privacy, and an irreplaceable sense of serenity. Inside, the quality is immediately evident. Genuine 3/4-inch pine floors run throughout, while the main living areas are wrapped in rich tongue-and-groove pine walls, creating warmth, texture, and authentic coastal charm. The builder reportedly reserved this wood for years waiting for the right home—and it shows. The kitchen is beautifully appointed with quartz countertops, stainless steel GE appliances, and a wine refrigerator, while the bathrooms feature granite countertops for a refined finish. Outdoor living is equally impressive. A 12-foot-wide screened porch stretches across the Gulf side of the home and is complete with an outdoor kitchen, creating the perfect setting for dining, entertaining, or simply taking in the breeze and endless water views. Additional highlights include a 3-stop elevator, outdoor shower, insulated vinyl windows, and easy access to the community pool just a short walk away. This is a rare opportunity to own a distinctive luxury beachfront home in St. Teresa, Florida—where authentic Old Florida style meets elevated modern coastal living.

311 TRAILS END Way, St Teresa

$1,699,000
5 Beds 5 Baths 405054 MLS
Exceptional brick home situated on 1.49 private acres in the gated Centerville Conservation community, surrounded by beautiful greenspace in both the front and back. This impressive 5-bedroom, 4.5-bath residence offers soaring ceilings, hardwood floors, abundant natural light and a dramatic two-story great room anchored by a gas fireplace. The thoughtfully designed floor plan includes two primary suites on the main level, three additional bedrooms upstairs, a sitting room with wet bar and two spacious bonus rooms offering endless possibilities. The beautifully updated kitchen features new countertops, lighting and appliances, generous cabinetry and a large pantry. Designed for effortless indoor-outdoor living, the expansive screened outdoor space features a covered porch, outdoor kitchen and heated saltwater pool overlooking the private backyard and greenspace. Notable improvements include a 2022 roof, 2023 HVAC systems, water softener, and new pool enclosure. An oversized three-car garage and an extraordinary amount of cleverly designed hidden storage add to the home's exceptional functionality. With its generous acreage, privacy, versatile living spaces and impressive outdoor setting, this home offers a rare opportunity in one of Tallahassee's most sought-after gated communities.

6215 Pine Fair Way, Tallahassee

$1,699,000
4 Beds 6 Baths 392323 MLS
Wyldswood Farms Event Venue, nestled in the heart of North Florida, where natural beauty meets rural charm. Spanning nearly 70acres, this turnkey estate currently operated as an event venue, features a classic farmhouse with attached guest quarters, a separate cottage, and an expansive event building ready to host 200+ guests. With a tranquil gazing pond, storybook gazebo, and century-old oaks anchoring the land, it’s a rare blend of picturesque countryside and event-ready infrastructure. The stunning farmhouse blends timeless architecture with curated interior design, featuring a full kitchen, dreamy living space with stone hearth, a half bath, luxurious first-floor primary suite complete with a jacuzzi tub, walk-in shower, and private sitting room. Upstairs, a second bedroom and bath offer comfort and privacy, while a grand loft overlooks the warm hearth and open-concept living space below—perfect for gathering, dreaming, or simply soaking in the view. The attached guest cottage welcomes with a spacious first-floor living and gathering area, while the second floor features a full kitchen, private bedroom, and bathroom—perfect for extended stays or hosting with ease. Guest cottage also features a sunny patio ideal for unwinding around the firepit in the evenings. The additional mini cottage features a cozy sitting area, partial kitchen, and dedicated makeup bar—ideal for bridal prep or guest pampering. With a private bedroom and full bath, it’s just steps from the event venue, offering both convenience and comfort. The main event hall offers two distinct gathering spaces, elegantly divided by chic barn doors and anchored by a custom-designed sleek bar. With capacity for 200+guests, the venue includes a partial kitchen, private office, and luxurious restrooms for men and women—each featuring four private stalls—plus a dedicated employee bath. Multiple entrances and exits, abundant natural light, and flexible lighting options—from bright overheads to tranquil string lights—make this a turnkey space for weddings, retreats, and celebrations. The Farmhouse + attached guest home offer 4,450 SF of space, the additional mini cottage provides 760 SF, and the event hall, 3,712 SF. A well-equipped pole barn with electricity and ample storage houses the tools and equipment needed to maintain the property with ease. Cross-fencing throughout the acreage provides secure, functional space for livestock or agricultural use—ready for farming, grazing, or hobby homesteading. With a total of 4 buildings offering 4 bedrooms, 4 full baths + 2 half bathrooms to accommodate guests, an event building designed to host 200+, and just under 70 acres for endless expansion potential, this North Florida gem is ideal for income producing hospitality OR muti generational and homestead living. Floor plans with square footage for each building are attached. Realtors: please have proof of funds or financing preapproval letter available. Entrance gates via Golf Course Road and Pine Bluff Road.

1577 Pine Bluff Road, Perry

$1,695,000
4 Beds 5 Baths 396105 MLS
Sophisticated Country Living in Cairo, Georgia Nestled on 30 pristine acres, this contemporary 4 bedroom, 4.5 bathes country estate is a masterclass in “casual but elevated” living, where architectural integrity meets effortless maintenance. Designed by noted architect Reynolds Brown with interiors by BROWNWORKS, LLC, the residence is defined by a sense of volume and light, anchored by 24-foot ceilings in the primary living areas. The aesthetic is both modern and deeply rooted in the land’s history, featuring log beams and reclaimed heart pine floors —both salvaged from the property’s original structures. The primary suite serves as a true private sanctuary, featuring his and her closets, double vanities, and a luxury spa-like bathroom setting. The chef’s kitchen is a functional piece of art, showcasing furniture-grade Biedermeier-style cabinetry, sleek black honed granite and high end appliances. Every element of the home was chosen for its permanence and understated beauty, utilizing a palette of premium materials that ensure the home is as easy to live in and maintain as it is striking to behold. Beyond the main residence, a private one-bedroom pool house and saltwater pool create a serene setting for quiet afternoons or grand-scale entertaining. The acreage offers a quintessential rural lifestyle, featuring a small pecan orchard, mature citrus trees, and a fenced pasture ideal for those looking to engage with the land. While the estate feels like a world of its own, it remains perfectly positioned to enjoy the region’s plentiful cultural amenities, from premier outdoor recreation and local country clubs to the refined charm of the nearby towns of Cairo and Thomasville. This property is more than a home; it is a retreat that balances the quiet rhythms of country life with the sophisticated comforts of a modern architectural masterpiece. With too many upgrades and bespoke features to mention, this property must be viewed to fully appreciate the level of craftsmanship and detail provided. For those seeking a truly turnkey experience, the residence and a selection of its custom furnishings may be made available.

1808 Upper Hawthorne Trail, Cairo

$1,695,000
4 Beds 5 Baths 386430 MLS
St Teresa Florida, Exclusive Waterfront/Beachfront Estate in a private gated community with a 500’ dock & a new Private Boat lift; located right on the sandy shore of the Gulf waters. Experience spectacular Sunrises & Sunsets. The exceptional amenities, waterfront location, outstanding views and nearby conveniences makes this Estate the epitome of Luxury Coastal Living! Gourmet Chef's kitchen w/ granite counters; top of the line Wolf, Bosch & SubZero appliances. 10' ceilings & custom trim work. Beautifully appointed and meticulously maintained. Outdoor living/entertaining space galore: including multilevel decks, open porches, a relaxing screened porch w/ comfortable seating plus the entire ground level outdoor entertaining space. Walk down the boardwalk to the white, soft sandy beach of St Teresa. Walk the pristine, peaceful shore without any crowds. Enjoy the coastal breeze while watching dolphins play in the surf, Bald Eagles fly high and the daily show of Pelicans & other shorebirds. If activity is what you seek; the dock provides an excellent fishing spot known to hold Redfish, Trout & Flounder or Enjoy the direct access to offshore fishing for Grouper, Snapper, Hogfish & Cobia.

4522 St Teresa Landing, St Teresa

$1,650,000
5 Beds 4 Baths 404771 MLS
OPEN HOUSE, SUNDAY, SEPT. 20TH FROM 2 PM - 4 PM! Set on 22.47 private acres within gated Magnolia Oaks in Northeast Tallahassee, this exceptional custom residence blends refined craftsmanship, thoughtful design, and remarkable privacy. Built in 2023, the home offers a functional split floor plan with four bedrooms and a dedicated office downstairs, plus a fifth bedroom upstairs that can also serve as a spacious bonus room. Inside, soaring architectural ceilings, extensive crown molding, Craftsman-style trim, and solid wood flooring create a beautifully finished interior. The kitchen is equally impressive with a Sub-Zero refrigerator, pot filler, wine refrigerator, generous cabinetry, and elevated finishes throughout. Designed for both everyday living and entertaining, the outdoor spaces feature a newly completed saltwater pool with Barbados Quartzscapes finish, brick and stone pavers, and a full outdoor kitchen. A three-car garage adds convenience and storage, while the expansive property offers excellent potential for horses. A rare opportunity to own a newer custom home offering luxury, acreage, privacy, and versatility in Northeast Tallahassee.

9293 White Blossom Way, Tallahassee

$1,650,000
4 Beds 2 Baths 402483 MLS
A rare opportunity to own 24.19 private acres in one of Tallahassee's most desirable locations. Bordered by Historic Pisgah Church, Sunny Hill Plantation, and Centerville Road, this unique property offers exceptional privacy, yet you're only five minutes from Target, Publix, and restaurants at Bannerman Crossings. The property features a charming 1,843 sq ft home, a newer pool with a hot tub, several ideal homesites and horse potential. Live in the existing home while building your dream home, then keep it as a guest house or home for the kids, creating a creating a private estate that can be enjoyed for generations. Whether you enjoy hunting on your own property, watching wildlife from the back porch, entertaining by the pool, or simply having room to spread out, this property offers a lifestyle that's nearly impossible to find this close to town. Spend the morning hunting, meet friends for brunch, and be back home to relax by the pool that afternoon. Eligible to be subdivided for the family heir subdivsion under 2.1.9 with the County. Opportunities like this are exceptionally rare.

7005 Pisgah Church Road, Tallahassee

$1,649,900
5 Beds 4 Baths 405024 MLS
*One or more photo(s) have been virtually enhanced. Tucked behind the gates of Woodbrook, this exceptional 5-bedroom, 4-bath home combines sophisticated updates with an impressive outdoor retreat. From the moment you arrive, the circular driveway and lush, private setting create a welcoming sense of seclusion. Inside and out, a significant amount of improvements have transformed this residence into a stylish and highly functional space designed for comfortable living and effortless entertaining. The backyard serves as a private oasis, complete with a sparkling pool, covered lanai, outdoor kitchen and TV, and peaceful pond with fountains. It is an ideal setting for relaxing afternoons, poolside gatherings, or evenings spent entertaining guests. The interior offers an open and versatile layout with abundant natural light. A spacious great room centers around a gas fireplace and features oversized sliding doors that connect directly to the lanai. The kitchen has been thoughtfully redesigned with Bosch double ovens and dishwasher, additional new appliances, a striking new backsplash, hidden pantry, generous center island with seating, and a casual dining area. A separate formal dining room and private office with walk-in closet add even more flexibility. The primary retreat is tucked away for privacy and opens directly onto the lanai. Its spa-inspired bathroom includes a walk-in shower and soaking tub, while the expansive walk-in closet provides excellent storage. Upstairs, the large bonus/recreation area can adapt to a variety of needs and could easily function as a fifth bedroom. It includes its own walk-in closet and opens to a private outdoor deck. The extensive list of improvements includes a new refrigerator and stove hood (2026), whole-house generator, water softener, electric window blinds, upgraded lighting, hardwood flooring, and marble-look ceramic tile throughout in place of the former carpeting. Residents of Woodbrook also enjoy access to a collection of resort-inspired amenities, including a pool, clubhouse, tennis courts, and putting green. With its substantial renovations, private outdoor setting, and flexible floor plan, this home offers a distinctive combination of luxury, comfort, and everyday livability. Measurements to be verified by buyer.

511 River Pond Court, Tallahassee

$1,599,000
3 Beds 3 Baths 403332 MLS
Welcome to "Quiet Water", an extensively remodeled bayfront retreat in the private, gated St. George Island Plantation. Set on approximately 1.15 acres with an extraordinary 223 feet of frontage on Apalachicola Bay, this fully furnished coastal home combines exceptional privacy, panoramic sunset views, direct boating access and a private white-sandy beach extending the entire length of the waterfront. The thoughtfully designed interior features two spacious waterfront primary suites positioned on opposite sides of the home. The expansive water views from the primary suites are phenomenal! Each suite includes a renovated private bathroom, sitting area, generous closet space and access to a screened porch overlooking the bay. Above the main living area, a sleeping loft beneath the vaulted ceiling offers a distinctive space especially well suited for children, teenagers or young adults. The loft includes a secondary single sleeping bunk, its own full bathroom and a closet. Because standing room is limited, the loft is best understood as a flexible sleeping area rather than a traditional third bedroom. At the center of the home, the expansive open great room is framed by a broad wall of impact-rated windows, filling the interior with natural light and capturing uninterrupted views across St. George Sound. Cathedral ceilings, painted woodwork, updated flooring, recessed lighting and a custom fireplace create a warm, refined coastal atmosphere. The renovated kitchen features quartzite countertops, premium appliances, abundant cabinetry, refrigerated drawers and a pantry. A metal roof, impact-rated windows and doors, renovated bathrooms, refreshed interior and exterior finishes, updated lighting and a rebuilt dock complement the home’s turnkey condition. Outdoor living is the defining feature of this exceptional St. George Island property. Multiple screened porches provide inviting spaces for morning coffee, al fresco dining, relaxing and watching spectacular sunsets over the bay. Beneath the elevated home, generous covered areas offer parking, entertaining space and storage for boats, kayaks, bicycles and beach equipment. The private dock, fish-cleaning station and two boat lifts place some of Florida’s best inshore fishing within immediate reach. Launch from your own backyard and within minutes be fishing for tripletail in St. George Sound or targeting redfish and tarpon at Bob Sikes Cut, one of the area’s most popular boating and fishing destinations. "The Cut" is accessible only by water and through the Plantation, with no public vehicular access. All furnishings and appliances convey, making the property ready for immediate enjoyment. Although the home is not currently used as a short-term rental, short-term rentals are permitted within St. George Island Plantation, offering future owners additional flexibility to own a powerhouse income generator. Community amenities include two swimming pools, tennis and pickleball courts, fitness facilities, walking and bicycle paths, a private airstrip and access to Bob Sikes Cut. Short-term rentals are permitted, giving future owners additional flexibility. Six figure property-specific rental projections are available upon request. Quiet Water - 2059 Turpentine Trail - is more than a luxury bayfront property—it is a gateway to a sought-after coastal lifestyle defined by a private white sandy beach, spectacular nightly sunsets, exceptional boating and fishing, and the privacy, serenity and resort-style amenities of one of Florida’s premier gated coastal communities.

2059 Turpentine Trail, St George Islan

$1,533,000
6 Beds 5 Baths 397581 MLS
This stunning 6-bedroom, 5-bathroom residence is thoughtfully designed with both luxury and functionality in mind. From the moment you step inside, you’ll be captivated by the soaring 25-ft oakwood coffered ceilings in the living room, complemented by a dramatic upstairs catwalk that overlooks the main living space. The home features rich hardwood floors throughout, solid oak stair treads, and durable 2x6 exterior framing—showcasing quality construction at every turn. The spacious layout includes a dedicated office/study, plus a separate craft room or second office, offering flexibility for work, hobbies, or creative space. The primary suite is a true retreat, complete with its own private laundry area for ultimate convenience. An in-law suite provides additional comfort and privacy for guests or extended family. Step outside to enjoy your private oasis, featuring a saltwater pool perfect for relaxing or entertaining. The property also includes an oversized pole barn with RV hookup, ideal for storage, projects, or outdoor enthusiasts. With peaceful surroundings, high-end finishes, and room to live, work, and play, this one-of-a-kind property offers the lifestyle you’ve been looking for.

174 DECEY WALLACE Lane, Crawfordville

$1,500,000
4 Beds 5 Baths 403996 MLS
Timeless Southern Colonial Revival set on 1.68 acres in a prime in-town location just over a mile to both Tallahassee hospitals. This stately, all-brick residence offers 4 bedrooms, 4.5 baths, and a dedicated study, with generously sized rooms and a flowing floor plan designed for both everyday living and entertaining. Classic architectural details, expansive porches, and a welcoming presence create a true sense of Southern elegance. The home has been exceptionally maintained and thoughtfully constructed, offering a solid foundation for a buyer to bring their own vision and design updates. An elevator provides convenient access between levels, while a whole-house generator adds peace of mind. Additional features include a 4-car garage and a private pool, all set among mature landscaping for a serene, estate-like setting. A rare opportunity to own a well-built home with enduring character, space, and location, ready to be personalized into a stunning showplace.

1721 TARPON Drive, Tallahassee

$1,500,000
4 Beds 4 Baths 402961 MLS
Unique Mini Estate - 4.89 Private Acres - Horse Potential! A true rare opportunity for buyers seeking privacy, acreage and character all within minutes to downtown Tallahassee, A-rated schools, sports events & dining. Add in horse potential plus a luxurious tropical pool and you have found paradise - A combination you will not find on the market today in this location! Inside, the craftsmanship stands out immediately: abundant custom cherry, pine and cypress woodwork, and cherry cabinetry throughout, paired with a commercial grade multi level atrium that fills the home with natural light upon entry. Three full levels with 4 bed/4 full bathrooms and a dedicated home office. Dual separate two car oversized garages, Copper Roof, double mahogany entry doors, art lighting, multiple entertaining areas, plus a shop or future game room with separate outdoor entry, plenty of storage and a custom tropical waterfall feature to relax by while enjoying the pool in your private backyard. *One or more photos are virtually staged & enhanced*

767 RHODEN COVE, Tallahassee

$1,499,999
7 Beds 6 Baths 404762 MLS
One or more photos have been virtually enhanced. Step into luxury with this custom masterpiece situated on nearly 3/4 acre beautifully appointed corner property in Maple Ridge at SouthWood. 3022 Four Oaks Boulevard offers an extraordinary combination of luxury, craftsmanship and versatility. Custom built by R.K. Adams, this exceptional residence features seven bedrooms and six bathrooms, with thoughtfully curated spaces with 10-foot ceilings and a blend of hardwood, luxury vinyl and tile designed for elegant living and effortless entertaining. At the heart of the home, the fully equipped gourmet kitchen makes a striking impression with designer countertops, refined finishes, a beautifully designed pantry and wet bar, offering exceptional storage and functionality. A fully insulated and soundproofed extension provides a luxurious private suite with its own kitchen, creating an ideal setting for extended stays, multigenerational living or an optional carriage-house-style configuration. Private elevator access enhances the suite’s exclusivity while providing seamless access around the home. Over 1750 square feet of heated and cooled garage space extends the home’s versatility with kitchenette amenities, including a sink and refrigerator. With premium coated floors and generous space, it is perfectly suited for a home gym, studio or additional recreational area. Outdoor living is equally impressive, featuring two screened porches with automated shades, two low-maintenance Trex decks, an upper tiled terrace, a covered lower patio, a flagstone firepit, and a picturesque stone walkway leading to an inviting outdoor sitting area. A cantilever rear gate and irrigation throughout the professionally designed landscaping with ample space for a future pool further complement the property. Plantation shutters, programmable entry locks, a state-of-the-art security and camera system, architectural Gemstone soffit lighting, and two EV chargers add modern convenience to the home’s sophisticated design. Remarkable in scale and rich in thoughtful detail, this one-of-a-kind SouthWood residence offers a rare opportunity to experience custom luxury in one of Tallahassee’s most beautiful communities.ustom luxury in one of Tallahassee’s most beautiful communities.

3022 Four Oaks Boulevard, Tallahassee